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ChemicalBook CAS DataBase List N-(4-CHLOROBENZYL)-N-CYCLOPROPYLAMINE

N-(4-CHLOROBENZYL)-N-CYCLOPROPYLAMINE synthesis

3synthesis methods
-

Yield:-

Reaction Conditions:

with C22H27ClN3Ru(1+)*F6P(1-);hydrogen in isopropyl alcohol at 80; under 45004.5 Torr; for 12 h;

Steps:

4.6 General Procedure for the catalytic hydrogenation of nitriles

General procedure: All of the hydrogenation reactions were performed at constant pressures using a stainless steel 50mL Parr hydrogenation reactor. The reactor was flushed three times with hydrogen gas at 2-4bar prior to the addition of catalyst and substrate. Catalyst 1 (0.02mmol), nitrile (1mmol), and dodecane (1mmol) in case of symmetrical amine synthesis or, catalyst 1 (0.02mmol), nitrile (1mmol), amine (3mmol) and dodecane (1mmol) in case of asymmetrical amine synthesis were dissolved in iPrOH (5mL) under a nitrogen atmosphere. The solution was then injected into the reactor against a flow of hydrogen gas. The hydrogen gas was adjusted to 60bar. The temperature of the system was maintained at 80°C using a thermostat. Small aliquots of the reaction mixture were withdrawn after 12h with a syringe and diluted with 2mL of EtOAc and passed through a very short column of silica and subjected to GC-MS analysis. A few selected secondary amines were purified by flash chromatography and characterized by 1H and 13C NMR spectra.

References:

Saha, Sayantani;Kaur, Mandeep;Singh, Kuldeep;Bera, Jitendra K. [Journal of Organometallic Chemistry,2016,vol. 812,p. 87 - 94]